(R_S,E)-2-methyl-N-(3-phenylprop-2-ynylidene)propane-2-sulfinamide

Base Information

• Chemical Name: (R_S,E)-2-methyl-N-(3-phenylprop-2-ynylidene)propane-2-sulfinamide
• CAS No.: 1426955-63-6
• Molecular Formula: C₁₃H₁₅NOS
• Molecular Weight: 233.334
• Mol file: 1426955-63-6.mol

Synonyms:(R_S,E)-2-methyl-N-(3-phenylprop-2-ynylidene)propane-2-sulfinamide

Chemical Property of (R_S,E)-2-methyl-N-(3-phenylprop-2-ynylidene)propane-2-sulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R_S,E)-2-methyl-N-(3-phenylprop-2-ynylidene)propane-2-sulfinamide

There total 1 articles about (R_S,E)-2-methyl-N-(3-phenylprop-2-ynylidene)propane-2-sulfinamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

Phenylpropargyl aldehyde (2579-22-8) + (R)-2-methylpropane-2-sulfinamide (196929-78-9) → (RS,E)-2-methyl-N-(3-phenylprop-2-ynylidene)propane-2-sulfinamide (1426955-63-6)

Guidance literature:

With titanium(IV) tetraethanolate; In tetrahydrofuran; at 40 - 45 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.joc.8b01918

Reference yield: 80.0%

2-iodo-propane (75-30-9) + (RS,E)-2-methyl-N-(3-phenylprop-2-ynylidene)propane-2-sulfinamide (1426955-63-6) → (RS,R)-N-(4-methyl-1-phenylpent-1-in-3-yl)-2-methylpropane-2-sulfinamide (1206727-07-2)

Guidance literature:

(R_S,E)-2-methyl-N-(3-phenylprop-2-ynylidene)propane-2-sulfinamide; With boron trifluoride diethyl etherate; In dichloromethane; for 0.0833333h; Inert atmosphere;

2-iodo-propane; With triethyl borane; oxygen; tri-n-butyl-tin hydride; In hexane; dichloromethane; at 78 ℃; for 0.2h; Inert atmosphere;

DOI:10.1021/ol400439g

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) + (RS,E)-2-methyl-N-(3-phenylprop-2-ynylidene)propane-2-sulfinamide (1426955-63-6) → tert-butyl (S)-3-[(RS)-1,1-dimethylethylsulfinamido]-5-phenylpent-4-ynoate

Guidance literature:

bromoacetic acid tert-butyl ester; (R_S,E)-2-methyl-N-(3-phenylprop-2-ynylidene)propane-2-sulfinamide; With trimethylaluminum; In tetrahydrofuran; at -78 ℃; for 0.0833333h; Inert atmosphere;

With zinc; In tetrahydrofuran; at -78 ℃; for 3h; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.8b01918

upstream raw materials:

Phenylpropargyl aldehyde

(R)-2-methylpropane-2-sulfinamide

Downstream raw materials:

(R_S,R)-N-(4-methyl-1-phenylpent-1-in-3-yl)-2-methylpropane-2-sulfinamide